ID: ALA4218746

Max Phase: Preclinical

Molecular Formula: C33H45Cl2N6O5PS

Molecular Weight: 739.71

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NCCCCCc1cc(Cl)c(CN2CSC[C@H]2C(=O)N2CCN(C3CC3)c3ccccc32)cc1Cl)N1CCN(CP(=O)(O)O)CC1

Standard InChI:  InChI=1S/C33H45Cl2N6O5PS/c34-27-19-25(20-39-23-48-21-31(39)32(42)41-17-16-40(26-9-10-26)29-7-3-4-8-30(29)41)28(35)18-24(27)6-2-1-5-11-36-33(43)38-14-12-37(13-15-38)22-47(44,45)46/h3-4,7-8,18-19,26,31H,1-2,5-6,9-17,20-23H2,(H,36,43)(H2,44,45,46)/t31-/m0/s1

Standard InChI Key:  IDXMSDLKOBBRPU-HKBQPEDESA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 739.71

Molecular Weight (Monoisotopic): 738.2287

AlogP: 5.06

#Rotatable Bonds: 12

Polar Surface Area: 119.90

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -0.79

CX Basic pKa: 5.09

CX LogP: 2.70

CX LogD: 2.03

Aromatic Rings: 2

Heavy Atoms: 48

QED Weighted: 0.20

Np Likeness Score: -0.98

References

1. Chen T, Reich NW, Bell N, Finn PD, Rodriguez D, Kohler J, Kozuka K, He L, Spencer AG, Charmot D, Navre M, Carreras CW, Koo-McCoy S, Tabora J, Caldwell JS, Jacobs JW, Lewis JG..  (2018)  Design of Gut-Restricted Thiazolidine Agonists of G Protein-Coupled Bile Acid Receptor 1 (GPBAR1, TGR5).,  61  (17): [PMID:30141927] [10.1021/acs.jmedchem.8b00308]

Source

Source(1):

• Scientific Literature